5,5,9-Trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-13-carboxylic acid

Details

• Internal ID: f72e4d9a-c223-457b-8672-7d007a25a1fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-13-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)(C=C4)C(=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2CCC(C3)(C=C4)C(=O)O)C)C
• InChI: InChI=1S/C20H30O2/c1-17(2)7-4-8-18(3)14(17)5-9-19-11-12-20(13-19,16(21)22)10-6-15(18)19/h11-12,14-15H,4-10,13H2,1-3H3,(H,21,22)
• InChI Key: DTGDFYCZENUAMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7021	70.21%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3816	38.16%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	-	0.2322	23.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5259	52.59%
P-glycoprotein inhibitior	-	0.8338	83.38%
P-glycoprotein substrate	-	0.8787	87.87%
CYP3A4 substrate	+	0.5599	55.99%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9506	95.06%
CYP2C9 inhibition	-	0.5123	51.23%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.7260	72.60%
CYP2C8 inhibition	-	0.7208	72.08%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6329	63.29%
Eye corrosion	-	0.9564	95.64%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.6326	63.26%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6370	63.70%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	+	0.6428	64.28%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5083	50.83%
Acute Oral Toxicity (c)	III	0.7636	76.36%
Estrogen receptor binding	+	0.7623	76.23%
Androgen receptor binding	+	0.6767	67.67%
Thyroid receptor binding	+	0.7626	76.26%
Glucocorticoid receptor binding	+	0.7744	77.44%
Aromatase binding	+	0.7605	76.05%
PPAR gamma	-	0.5096	50.96%
Honey bee toxicity	-	0.9340	93.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.02%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	87.64%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.54%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL5028	O14672	ADAM10	82.76%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.21%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.48%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.27%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.01%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.60%	95.56%

Plants that contains it

• Fabiana australis

Cross-Links

• PubChem: 163006427
• LOTUS: LTS0095874
• wikiData: Q104988411